Preparation of penta-O-galloyl-β-d-glucose from tannic acid and plasma pharmacokinetic analyses by liquid-liquid extraction and reverse-phase HPLC

Li Li; Ahmad Ali Shaik; Jinhui Zhang; Katai Nhkata; Lei Wang; Yong Zhang; Chengguo Xing; Sung Hoon Kim; Junxuan Lü

doi:10.1016/j.jpba.2010.09.028

Preparation of penta-O-galloyl-β-d-glucose from tannic acid and plasma pharmacokinetic analyses by liquid-liquid extraction and reverse-phase HPLC

Li Li, Ahmad Ali Shaik, Jinhui Zhang, Katai Nhkata, Lei Wang, Yong Zhang, Chengguo Xing, Sung Hoon Kim, Junxuan Lü

Research output: Contribution to journal › Article › peer-review

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Abstract

The gallotannin penta-O-galloyl-beta-d-glucose (PGG) has many biological activities including in vivo anti-cancer efficacy. We present in this paper a scaled-up protocol for its preparation in high purity from tannic acid by acidic methanolysis with typical yield of 15%. We also describe a method for the analysis of PGG in mouse plasma by HPLC and its application in preliminary pharmacokinetic studies. A liquid-liquid extraction (LLE) protocol was optimized for the extraction of PGG from mouse plasma. The extraction efficiency for PGG at 1μg/mL in mouse plasma was 70.0±1.3% (n=5). The limit of detection (LOD) for PGG was approximately 0.2μg/mL. Preliminary pharmacokinetic parameters of PGG following a single i.p. injection with 5% ethanol/saline vehicle in mice were established. The peak plasma PGG concentrations (C _max) were approximately 3-4μM at a dose of 0.5mg per mouse (∼20mg/kg) at 2h post-injection (T _max).

Original language	English (US)
Pages (from-to)	545-550
Number of pages	6
Journal	Journal of Pharmaceutical and Biomedical Analysis
Volume	54
Issue number	3
DOIs	https://doi.org/10.1016/j.jpba.2010.09.028
State	Published - Feb 20 2011

All Science Journal Classification (ASJC) codes

Analytical Chemistry
Pharmaceutical Science
Drug Discovery
Spectroscopy
Clinical Biochemistry

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This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.jpba.2010.09.028

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title = "Preparation of penta-O-galloyl-β-d-glucose from tannic acid and plasma pharmacokinetic analyses by liquid-liquid extraction and reverse-phase HPLC",

abstract = "The gallotannin penta-O-galloyl-beta-d-glucose (PGG) has many biological activities including in vivo anti-cancer efficacy. We present in this paper a scaled-up protocol for its preparation in high purity from tannic acid by acidic methanolysis with typical yield of 15%. We also describe a method for the analysis of PGG in mouse plasma by HPLC and its application in preliminary pharmacokinetic studies. A liquid-liquid extraction (LLE) protocol was optimized for the extraction of PGG from mouse plasma. The extraction efficiency for PGG at 1μg/mL in mouse plasma was 70.0±1.3% (n=5). The limit of detection (LOD) for PGG was approximately 0.2μg/mL. Preliminary pharmacokinetic parameters of PGG following a single i.p. injection with 5% ethanol/saline vehicle in mice were established. The peak plasma PGG concentrations (C max) were approximately 3-4μM at a dose of 0.5mg per mouse (∼20mg/kg) at 2h post-injection (T max).",

author = "Li Li and Shaik, {Ahmad Ali} and Jinhui Zhang and Katai Nhkata and Lei Wang and Yong Zhang and Chengguo Xing and Kim, {Sung Hoon} and Junxuan L{\"u}",

note = "Funding Information: The authors thank Professor Ann Hagerman, Department of Chemistry and Biochemistry, Miami University, Oxford OH 45056 for providing initial protocol, reference compounds and valuable advices. The assistance of Ellen Kroc and animal facility staff and Todd Schuster of Shared Instruments Core facility is gratefully acknowledged. This work was supported by NIH grant CA136953 .",

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AU - Li, Li

AU - Shaik, Ahmad Ali

AU - Zhang, Jinhui

AU - Nhkata, Katai

AU - Wang, Lei

AU - Zhang, Yong

AU - Xing, Chengguo

AU - Kim, Sung Hoon

AU - Lü, Junxuan

N1 - Funding Information: The authors thank Professor Ann Hagerman, Department of Chemistry and Biochemistry, Miami University, Oxford OH 45056 for providing initial protocol, reference compounds and valuable advices. The assistance of Ellen Kroc and animal facility staff and Todd Schuster of Shared Instruments Core facility is gratefully acknowledged. This work was supported by NIH grant CA136953 .

PY - 2011/2/20

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N2 - The gallotannin penta-O-galloyl-beta-d-glucose (PGG) has many biological activities including in vivo anti-cancer efficacy. We present in this paper a scaled-up protocol for its preparation in high purity from tannic acid by acidic methanolysis with typical yield of 15%. We also describe a method for the analysis of PGG in mouse plasma by HPLC and its application in preliminary pharmacokinetic studies. A liquid-liquid extraction (LLE) protocol was optimized for the extraction of PGG from mouse plasma. The extraction efficiency for PGG at 1μg/mL in mouse plasma was 70.0±1.3% (n=5). The limit of detection (LOD) for PGG was approximately 0.2μg/mL. Preliminary pharmacokinetic parameters of PGG following a single i.p. injection with 5% ethanol/saline vehicle in mice were established. The peak plasma PGG concentrations (C max) were approximately 3-4μM at a dose of 0.5mg per mouse (∼20mg/kg) at 2h post-injection (T max).

AB - The gallotannin penta-O-galloyl-beta-d-glucose (PGG) has many biological activities including in vivo anti-cancer efficacy. We present in this paper a scaled-up protocol for its preparation in high purity from tannic acid by acidic methanolysis with typical yield of 15%. We also describe a method for the analysis of PGG in mouse plasma by HPLC and its application in preliminary pharmacokinetic studies. A liquid-liquid extraction (LLE) protocol was optimized for the extraction of PGG from mouse plasma. The extraction efficiency for PGG at 1μg/mL in mouse plasma was 70.0±1.3% (n=5). The limit of detection (LOD) for PGG was approximately 0.2μg/mL. Preliminary pharmacokinetic parameters of PGG following a single i.p. injection with 5% ethanol/saline vehicle in mice were established. The peak plasma PGG concentrations (C max) were approximately 3-4μM at a dose of 0.5mg per mouse (∼20mg/kg) at 2h post-injection (T max).

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Preparation of penta-O-galloyl-β-d-glucose from tannic acid and plasma pharmacokinetic analyses by liquid-liquid extraction and reverse-phase HPLC

Abstract

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